ChemicalBook > CAS DataBase List > 3-ISOPROPYL-4-METHOXYBENZOALDEHYDE

3-ISOPROPYL-4-METHOXYBENZOALDEHYDE

Product Name
3-ISOPROPYL-4-METHOXYBENZOALDEHYDE
CAS No.
31825-29-3
Chemical Name
3-ISOPROPYL-4-METHOXYBENZOALDEHYDE
Synonyms
3-ISOPROPYL-4-METHOXYBENZOALDEHYDE;4-methoxy-3-propan-2-ylbenzaldehyde;4-Methoxy-3-(1-methylethyl)benzaldehyde;Benzaldehyde,4-Methoxy-3-(1-Methylethyl)-
CBNumber
CB91508054
Molecular Formula
C11H14O2
Formula Weight
178.23
MOL File
31825-29-3.mol
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3-ISOPROPYL-4-METHOXYBENZOALDEHYDE Property

Boiling point:
50-146 °C
Density 
1.054 g/cm3(Temp: 25 °C)
storage temp. 
2-8°C(protect from light)
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Safety

HazardClass 
IRRITANT
HS Code 
2912490090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC
Product number
I874773
Product name
3-Isopropyl-4-methoxybenzaldehyde
Packaging
250mg
Price
$310
Updated
2021/12/16
Matrix Scientific
Product number
053579
Product name
3-Isopropyl-4-methoxybenzaldehyde
Packaging
500mg
Price
$190
Updated
2021/12/16
AK Scientific
Product number
0081AE
Product name
3-Isopropyl-4-methoxybenzaldehyde
Packaging
500mg
Price
$306
Updated
2021/12/16
Matrix Scientific
Product number
053579
Product name
3-Isopropyl-4-methoxybenzaldehyde
Packaging
2.500g
Price
$575
Updated
2021/12/16
AK Scientific
Product number
0081AE
Product name
3-Isopropyl-4-methoxybenzaldehyde
Packaging
2.5g
Price
$826
Updated
2021/12/16
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3-ISOPROPYL-4-METHOXYBENZOALDEHYDE Chemical Properties,Usage,Production

Synthesis

2944-47-0

31825-29-3

Example 2 Preparation of 3-isopropyl-4-methoxybenzaldehyde: A mechanical stirrer was assembled in a 5L three-necked round-bottomed flask and an inert gas protective atmosphere was established. To the reaction flask was added 1-isopropyl-2-methoxybenzene (859 g, 5.85 mol) and dimethylformamide (1584 mL, 20.46 mol), and the mixture was heated to 80 °C. Phosphoryl chloride (2690 g, 17.54 mol) was then added slowly and dropwise. The reaction temperature was maintained between 80 °C and 90 °C for about 3 hours. Immediately after the addition of POCl3, the reaction mixture underwent a color change and gradually deepened with time. The reaction system was continuously stirred at 80 °C for about 16 h, after which the reaction progress was monitored by HPLC to confirm the complete conversion of the feedstock. Upon completion of the reaction, one of two quenching methods was used: method A, slow addition of ice water (8 kg total, containing 5 kg of ice) over about 2 h; method B, dropwise addition of the reaction mixture to deionized water (10 L) in a 30 L jacketed reactor pre-cooled to 0-5 °C over about 3 h. The reaction mixture was then quenched by HPLC. After quenching, ethyl acetate (12 L) was added to the mixture with stirring. After standing and layering, the organic phase was separated and the aqueous phase was extracted with additional ethyl acetate (4L). The combined organic layers were washed sequentially with saturated aqueous sodium bicarbonate (4 L) and saturated aqueous sodium chloride (4 L). Finally, the ethyl acetate was removed by distillation under reduced pressure to afford the target product 3-isopropyl-4-methoxybenzaldehyde (881 g, 86.5% yield).

References

[1] Patent: US2003/157671, 2003, A1
[2] Canadian Journal of Chemistry, 1992, vol. 70, # 5, p. 1446 - 1454
[3] Synthetic Communications, 1991, vol. 21, # 1, p. 127 - 132
[4] Journal of Natural Products, 2014, vol. 77, # 9, p. 2134 - 2137
[5] Journal of the American Chemical Society, 2018, vol. 140, # 10, p. 3569 - 3573

3-ISOPROPYL-4-METHOXYBENZOALDEHYDE Preparation Products And Raw materials

Raw materials

Preparation Products

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3-ISOPROPYL-4-METHOXYBENZOALDEHYDE Suppliers

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